With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496-16-2,2,3-Dihydrobenzo[b]furan,as a common compound, the synthetic route is as follows.
EXAMPLE 4 Preparation of 2,3-dihydrobenzofuran-5-sulfonyl chloride Sulfur trioxide-N,N-dimethylformamide complex (9.2 g, 60 mmoles) and N,N-dimethylformamide (20 ml) were added to a 250 ml, 3-necked flask under nitrogen purge. The solution was stirred at room temperature and 2,3-dihydrobenzofuran (6.0 g, 50 mmoles) was added dropwise. The solution was slowly heated to 85¡ã-90¡ã C. over the course of one hour. The light brown solution was allowed to come to room temperature and thionyl chloride (7.2 g, 60 mmoles) was added dropwise. The mixture was allowed to stir one hour at room temperature. The solution was slowly heated to 85¡ã C. and was maintained at that temperature for 1 hour. The solution was allowed to cool to 40¡ã C. Toluene (25 ml) was added to the solution, which was then poured into a mixture of ice and water (50 ml). Another 25 ml aliquot of toluene was added. The mixture was stirred for 10 minutes to dissolve any solids and the layers were separated. The aqueous layer was extracted with toluene (3*25 ml). The combined toluene layers were washed with water and dried over magnesium sulfate. The magnesium sulfate was removed and washed with toluene. The toluene was removed under vacuum, leaving 10.0 g of the title product (91.7percent yield). Nuclear magnetic resonance assays confirmed the identity of the title compound. FDMS (MeOH) m/e 218 (M+). Analysis for C8 H7 ClO3 S: Theory: C, 43.94; H, 3.23. Found: C, 44.14; H, 3.24., 496-16-2
The synthetic route of 496-16-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Eli Lilly and Company; US5387681; (1995); A;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem